CN100340487C - 提纯氢氰酸的方法 - Google Patents
提纯氢氰酸的方法 Download PDFInfo
- Publication number
- CN100340487C CN100340487C CNB2004800095152A CN200480009515A CN100340487C CN 100340487 C CN100340487 C CN 100340487C CN B2004800095152 A CNB2004800095152 A CN B2004800095152A CN 200480009515 A CN200480009515 A CN 200480009515A CN 100340487 C CN100340487 C CN 100340487C
- Authority
- CN
- China
- Prior art keywords
- prussic acid
- stablizer
- acid
- weight
- volatile
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 title claims abstract description 134
- 238000000034 method Methods 0.000 title claims abstract description 36
- 238000004821 distillation Methods 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 238000005669 hydrocyanation reaction Methods 0.000 claims description 15
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 12
- 230000018044 dehydration Effects 0.000 claims description 11
- 238000006297 dehydration reaction Methods 0.000 claims description 11
- 150000001336 alkenes Chemical class 0.000 claims description 10
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- 150000001993 dienes Chemical class 0.000 claims description 8
- -1 methane amide Chemical class 0.000 claims description 7
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 6
- 238000000746 purification Methods 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 3
- 238000005336 cracking Methods 0.000 claims description 2
- 238000012856 packing Methods 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 abstract description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 2
- 229910002090 carbon oxide Inorganic materials 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- XLJMAIOERFSOGZ-UHFFFAOYSA-N cyanic acid Chemical compound OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 150000002825 nitriles Chemical class 0.000 description 3
- 241000282326 Felis catus Species 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- RXGWEOPUMUXXTN-UHFFFAOYSA-N [Ni].P(O)(O)O Chemical compound [Ni].P(O)(O)O RXGWEOPUMUXXTN-UHFFFAOYSA-N 0.000 description 1
- 238000004176 ammonification Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 238000005844 autocatalytic reaction Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical class CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 1
- MXSVLWZRHLXFKH-UHFFFAOYSA-N triphenylborane Chemical compound C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 MXSVLWZRHLXFKH-UHFFFAOYSA-N 0.000 description 1
- FEVFLQDDNUQKRY-UHFFFAOYSA-N tris(4-methylphenyl) phosphite Chemical class C1=CC(C)=CC=C1OP(OC=1C=CC(C)=CC=1)OC1=CC=C(C)C=C1 FEVFLQDDNUQKRY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01C—AMMONIA; CYANOGEN; COMPOUNDS THEREOF
- C01C3/00—Cyanogen; Compounds thereof
- C01C3/02—Preparation, separation or purification of hydrogen cyanide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/08—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds
- C07C253/10—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds to compounds containing carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01C—AMMONIA; CYANOGEN; COMPOUNDS THEREOF
- C01C3/00—Cyanogen; Compounds thereof
- C01C3/02—Preparation, separation or purification of hydrogen cyanide
- C01C3/0295—Purification
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01C—AMMONIA; CYANOGEN; COMPOUNDS THEREOF
- C01C3/00—Cyanogen; Compounds thereof
- C01C3/06—Stabilisation of hydrogen cyanide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00051—Controlling the temperature
- B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
- B01J2219/00105—Controlling the temperature by indirect heating or cooling employing heat exchange fluids part or all of the reactants being heated or cooled outside the reactor while recycling
- B01J2219/0011—Controlling the temperature by indirect heating or cooling employing heat exchange fluids part or all of the reactants being heated or cooled outside the reactor while recycling involving reactant liquids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- General Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10317929A DE10317929A1 (de) | 2003-04-17 | 2003-04-17 | Verfahren zur Aufreinigung von Blausäure |
| DE10317929.1 | 2003-04-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1771197A CN1771197A (zh) | 2006-05-10 |
| CN100340487C true CN100340487C (zh) | 2007-10-03 |
Family
ID=33154295
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004800095152A Expired - Fee Related CN100340487C (zh) | 2003-04-17 | 2004-04-15 | 提纯氢氰酸的方法 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US7462263B2 (de) |
| EP (1) | EP1618068B1 (de) |
| JP (1) | JP4406635B2 (de) |
| KR (1) | KR101093377B1 (de) |
| CN (1) | CN100340487C (de) |
| AR (1) | AR044023A1 (de) |
| AT (1) | ATE336464T1 (de) |
| BR (1) | BRPI0409316B1 (de) |
| CA (1) | CA2522520C (de) |
| DE (2) | DE10317929A1 (de) |
| ES (1) | ES2270376T3 (de) |
| MX (1) | MXPA05010572A (de) |
| MY (1) | MY138553A (de) |
| PL (1) | PL1618068T3 (de) |
| TW (1) | TW200505792A (de) |
| WO (1) | WO2004092068A1 (de) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102009001699A1 (de) | 2008-03-26 | 2009-10-15 | Basf Se | Verfahren zur Erhöhung der Verfügbarkeit von Anlagen, in denen Blausäure gehandhabt wird |
| WO2012005916A1 (en) | 2010-07-07 | 2012-01-12 | Invista Technologies S.A.R.L. | Process for making nitriles |
| EP2935107A1 (de) * | 2012-12-18 | 2015-10-28 | Invista North America S.a.r.l. | Verfahren zur wärmerückgewinnung aus einem ammoniakabstreifer in einem adrussow-verfahren |
| US9914693B2 (en) * | 2013-02-28 | 2018-03-13 | Basf Se | Process for preparing EDA using SO2-free hydrocyanic acid |
| JP6377183B2 (ja) | 2014-03-13 | 2018-08-22 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | Ｅｄａを蒸留精製するための方法 |
| CN104724725B (zh) * | 2014-11-21 | 2017-05-24 | 重庆紫光化工股份有限公司 | 氢氰酸气体分离纯化系统及方法 |
| WO2017011428A1 (en) * | 2015-07-14 | 2017-01-19 | The Chemours Company Fc, Llc | Method for removing nitriles from hydrogen cyanide |
| CN105366692B (zh) * | 2015-12-04 | 2018-03-30 | 中国天辰工程有限公司 | 一种制取高纯液态氰化氢工艺及系统 |
| CN106365178B (zh) * | 2016-08-29 | 2018-07-27 | 重庆紫光化工股份有限公司 | 一种氢氰酸的提纯方法 |
| CN106495186A (zh) * | 2016-11-02 | 2017-03-15 | 中国天辰工程有限公司 | 一种高效回收氰化氢的方法 |
| EP3604222A1 (de) * | 2018-07-30 | 2020-02-05 | Evonik Operations GmbH | Verfahren zur reinigung von cyanwasserstoff |
| CN110627091A (zh) * | 2019-10-24 | 2019-12-31 | 重庆工商大学 | 一种采用化学法提纯用于制备己二腈的氢氰酸的方法 |
| WO2023072998A1 (de) | 2021-10-29 | 2023-05-04 | Röhm Gmbh | Optimiertes verfahren zur herstellung und isolierung von blausäure sowie verfahren zu deren umsetzung zu methacrylsäure (mas) und/oder alkylmethacrylat |
| CN114618181B (zh) * | 2022-03-17 | 2023-12-08 | 北京道思克矿山装备技术有限公司 | 一种戊烯腈合成反应中回收氢氰酸的系统和方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2571099A (en) * | 1950-01-07 | 1951-10-16 | Du Pont | Process for hydrocyanation of conjugated diolefinic compounds |
| DE1205064B (de) * | 1963-05-04 | 1965-11-18 | Basf Ag | Verfahren und Vorrichtung zur Gewinnung von weitgehend wasserfreier Blausaeure durch Destillation von blausaeure- und wasserhaltigen Gasen oder Fluessigkeiten |
| GB1396249A (en) * | 1972-09-07 | 1975-06-04 | Du Pont | Process for recovery of hydrogen cyanide |
| DE3334321A1 (de) * | 1983-09-22 | 1985-04-11 | Lentia GmbH Chem. u. pharm. Erzeugnisse - Industriebedarf, 8000 München | Verfahren zur reinigung von rohem acetonitril unter gewinnung von reiner blausaeure |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1934838A (en) * | 1930-04-14 | 1933-11-14 | Ig Farbenindustrie Ag | Production of hydrocyanic acid |
| NL302210A (de) * | 1963-01-16 | |||
| FR1377939A (fr) * | 1963-01-16 | 1964-11-06 | Knapsack Ag | Procédé pour la séparation de l'acrylonitrile et de l'acide cyanhydrique à partir de mélanges par distillation |
| US3357900A (en) * | 1965-05-17 | 1967-12-12 | American Cyanamid Co | Series flash distillation for recovery of hcn from aqueous cu-containing slurries |
| US3920721A (en) * | 1974-09-18 | 1975-11-18 | Du Pont | Hydrocyanation of olefins |
| CA2255709A1 (en) * | 1996-05-30 | 1997-12-04 | E.I. Du Pont De Nemours And Company | An improved process for preparing anhydrous hcn |
| DE69708431T2 (de) * | 1996-09-25 | 2002-05-02 | Mitsubishi Rayon Co | Verfahren zur Ammoxydierung in einem Wirbelschichtreaktor |
| DE19647527C1 (de) * | 1996-11-16 | 1998-03-12 | Degussa | Verfahren zur Herstellung von Cyanoverbindungen durch Ammonoxidation |
| DE10034193A1 (de) * | 2000-07-13 | 2002-03-28 | Roehm Gmbh | Verfahren zur Herstellung von Cyanwasserstoff |
-
2003
- 2003-04-17 DE DE10317929A patent/DE10317929A1/de not_active Withdrawn
-
2004
- 2004-04-12 MY MYPI20041332A patent/MY138553A/en unknown
- 2004-04-13 TW TW093110266A patent/TW200505792A/zh unknown
- 2004-04-15 US US10/553,537 patent/US7462263B2/en not_active Expired - Fee Related
- 2004-04-15 CN CNB2004800095152A patent/CN100340487C/zh not_active Expired - Fee Related
- 2004-04-15 KR KR1020057019448A patent/KR101093377B1/ko not_active IP Right Cessation
- 2004-04-15 WO PCT/EP2004/003973 patent/WO2004092068A1/de active IP Right Grant
- 2004-04-15 DE DE502004001216T patent/DE502004001216D1/de not_active Expired - Lifetime
- 2004-04-15 PL PL04727522T patent/PL1618068T3/pl unknown
- 2004-04-15 JP JP2006500091A patent/JP4406635B2/ja not_active Expired - Fee Related
- 2004-04-15 CA CA2522520A patent/CA2522520C/en not_active Expired - Fee Related
- 2004-04-15 MX MXPA05010572A patent/MXPA05010572A/es active IP Right Grant
- 2004-04-15 EP EP04727522A patent/EP1618068B1/de not_active Expired - Lifetime
- 2004-04-15 AR ARP040101272A patent/AR044023A1/es unknown
- 2004-04-15 ES ES04727522T patent/ES2270376T3/es not_active Expired - Lifetime
- 2004-04-15 AT AT04727522T patent/ATE336464T1/de not_active IP Right Cessation
- 2004-04-15 BR BRPI0409316-0B1A patent/BRPI0409316B1/pt not_active IP Right Cessation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2571099A (en) * | 1950-01-07 | 1951-10-16 | Du Pont | Process for hydrocyanation of conjugated diolefinic compounds |
| DE1205064B (de) * | 1963-05-04 | 1965-11-18 | Basf Ag | Verfahren und Vorrichtung zur Gewinnung von weitgehend wasserfreier Blausaeure durch Destillation von blausaeure- und wasserhaltigen Gasen oder Fluessigkeiten |
| GB1396249A (en) * | 1972-09-07 | 1975-06-04 | Du Pont | Process for recovery of hydrogen cyanide |
| DE3334321A1 (de) * | 1983-09-22 | 1985-04-11 | Lentia GmbH Chem. u. pharm. Erzeugnisse - Industriebedarf, 8000 München | Verfahren zur reinigung von rohem acetonitril unter gewinnung von reiner blausaeure |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2522520A1 (en) | 2004-10-28 |
| TW200505792A (en) | 2005-02-16 |
| US20060201798A1 (en) | 2006-09-14 |
| PL1618068T3 (pl) | 2006-12-29 |
| EP1618068B1 (de) | 2006-08-16 |
| DE502004001216D1 (de) | 2006-09-28 |
| KR20050120801A (ko) | 2005-12-23 |
| CA2522520C (en) | 2011-11-08 |
| US7462263B2 (en) | 2008-12-09 |
| JP4406635B2 (ja) | 2010-02-03 |
| CN1771197A (zh) | 2006-05-10 |
| AR044023A1 (es) | 2005-08-24 |
| EP1618068A1 (de) | 2006-01-25 |
| ATE336464T1 (de) | 2006-09-15 |
| MY138553A (en) | 2009-06-30 |
| MXPA05010572A (es) | 2005-11-23 |
| WO2004092068A1 (de) | 2004-10-28 |
| BRPI0409316B1 (pt) | 2013-10-15 |
| ES2270376T3 (es) | 2007-04-01 |
| KR101093377B1 (ko) | 2011-12-14 |
| BRPI0409316A (pt) | 2006-04-25 |
| JP2006523590A (ja) | 2006-10-19 |
| DE10317929A1 (de) | 2004-11-11 |
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| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20071003 Termination date: 20150415 |
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| EXPY | Termination of patent right or utility model |